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The Skipper The Skipper was the captain of the S.S. Minnow, a boat that took a group of tourists on a three-hour tour from Hawaii. However, the boat was caught in a violent storm and the group was stranded on a deserted island. The Skipper was the leader of the group, but he was often frustrated by the clumsiness of his first mate, Gilligan. Despite their differences, the Skipper and Gilligan were good friends.